Structural and Biosynthetic Investigations of the Rubromycins
| Autor: | Carsten Puder, Axel Zeeck, Shoshana Loya, Amnon Hizi |
|---|---|
| Rok vydání: | 2000 |
| Předmět: |
biology
Strain (chemistry) Chemistry Stereochemistry Organic Chemistry Tumor cells Malonic acid Secondary metabolite biology.organism_classification Streptomyces Reverse transcriptase 3. Good health chemistry.chemical_compound Polyketide Biochemistry Biosynthesis medicine Physical and Theoretical Chemistry medicine.drug |
| Zdroj: | European Journal of Organic Chemistry. 2000:729-735 |
| ISSN: | 1099-0690 1434-193X |
| DOI: | 10.1002/(sici)1099-0690(200003)2000:5<729::aid-ejoc729>3.0.co;2-2 |
| Popis: | The structure of the known secondary metabolite β-rubromycin was corrected, based on spectroscopic and chemical investigations, from o-quinone 1 to p-quinone 6. By feeding [U-13C3]malonic acid to the rubromycin-producing strain, Streptomyces sp. A1, the polyketide origin of the skeleton was verified, but the identity of the starter unit and the folding mechanism of the polyketide chain are still unclear. From the culture broth of the strain A1, in addition to 6, the co-metabolites γ-rubromycin (3), δ-rubromycin (4) and 3′-hydroxy-β-rubromycin (7) were isolated. Their structures were determined or confirmed by detailed spectroscopic analysis. The rubromycins inhibit HIV-1 reverse transcriptase (RT) and are cytostatically active against different tumor cell lines. |
| Databáze: | OpenAIRE |
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